
Villa vacation rentals in Wailea
Find and book unique villas on Airbnb
Top-rated villa rentals in Wailea
Guests agree: these villas are highly rated for location, cleanliness, and more.

One of Our Best, Highly Rated ~ Paradise for 2
Aloha! Welcome to Hale 'Ikena Makai, pronounced Ha-lay e-ken-na ma-ki, 'Home with a View of the Sea'. This property is the original member of Platinum Maui Vacations. We include: ~Resort Shuttle ~Secured wifi / internet ~Central AC (new 2020) ~Quality Cal King bed with Clean & Fresh linens over hypoallergenic covers ~Tommy Bahama beach chairs ~Big fluffy beach towels ~Ice cooler ~Boogie boards ~24/7 on call, on island contact ~Dedicated & covered parking NO DISAPPOINTMENTS HERE ~ Always 5 Stars

Ground floor, ocean view, private, Kapalua Ridge
Welcome to Kapalua Ridge Villa 612. This large 1 bedroom, 2 bathroom 1125 sq ft condo features an open floor plan with a large private shaded lanai. Admire Honolulu Bay, sunsets, whale watching, sailboats, & more. This condo has ocean views from the lanai, living area, dining area, & kitchen. The unit can comfortably accommodate 4 people. The pool is a few steps away & there is a walk path that leads you all the way down to the resorts/beach. Kapalua Ridge Villas is coastal Luxury at it's best.

Westin Nanea Kaanapali Ocean Villa 2BR Sleeps 6
2 Bedroom Westin Nanea Ocean Villa at Kaanapali Beach on Maui Island in Hawaii; 1,260 SQ FT; SLEEPS UP TO 6 ADULTS All the luxuries & amenities of a Westin resort + comfort of a villa w/ furnished kitchen, in-room washer/dryer, private balcony. Resort activities; gym/spa; Pool. Renter can check-in late or check-out early anytime during reservation period without penalty but no refunds or credits will be provided. Actual villa unit is assigned at check-in and views will vary; Free self-parking

Luxury at it's Finest, Truly a Home away from Home
Remodeled in 2020, this 2 /2 Villa is located at Grand Champion Golf & Tennis Villas in the exclusive resort destination of Wailea, Maui. We have been named a Super Hosts on Airbnb due to the great amenities, comfort, safety, cleanliness and luxurious accommodations this Villa provides. Wailea is the Gold Coast of Maui, close to pristine beaches, shopping and dining and this is a legal, exclusive vacation rental. Spacious and luxurious, feel Refreshed and Anew in your Home away from Home!

Steps from Beach • Park at YOUR Private Back Door
Ground-floor, bottom corner unit across from Cove Beach — close to beach sunset, surf, food trucks and local stores. The only unit with a tandem parking stall right next to your wall and back deck entrance. Step out of your car, walk straight in to your smart lock security door on your own back deck. Fully upgraded with fast Wi-Fi, two AC units, new appliances and a lava rock shower with hot/strong pressure. Sleeps 4 with a master + studio, beach gear, well-stocked kitchen and fresh linens.

Panoramic Ocean-View Villa steps from the beach!
Enjoy amazing, panoramic views in this bright and open island living area connected to an expansive lanai balcony. Great for families with a connected living and entertaining space, but also quiet and private with two bedrooms that each have their very own private patios and dual vanity bathrooms. This is a very flexible space that is ready for the vacation that you want to make of it! Kapalua has world-class beaches, beautiful landscapes, and amazing activities/amenities all around!

Special! Ocean/Golf Course Views Kapalua 2BD/3BA
We welcome and thank you for your support of Maui. Beautiful spacious ocean view, 2 bdrm/3 ba Villa. Lanai, new sofabed, platform bed, flooring, 2 Pools, BBQ area, wifi, free parking, new washer/dryer. Photos do not do it justice. Views across the Kapalua Golf course is the Ritz Carlton gives you an idea of this exclusive neighborhood. Popular for returning guests which speaks volumes. Feel free to ask questions. Professional Cleaners

Sands Of Kahana MAUI 1, 2 & 3 BR Some View units
The Sands of Kahana is located on the world famous West Coast of Maui between Kaanapali and Kapalua. The Sands of Kahana is a deluxe beachfront condominium property located on Kahana Beach, midway between the world famous Kaanapali and Kapalua resorts. Spacious two & three bedroom villas. Tennis, pools, spa, restaurant, bar, beach activities center, barbecues and more. Ten minutes to five championship golf courses.

1 Bdr Condo on Ka'anapali Bch, scenic view
Beautiful ocean front resort features 1 bedroom villa suites directly on world famous Ka'anapali Beach! Relax in the king size bed. Living room features queen sofa bed with Tempurpedic mattress. Each unit has a private Lanai! This is a scenic view room. This resort is 5 miles north of where the Lahaina fires took place and was not at all affected. Tax ID TA-056-945-7152-01R

Kaanapali Fairway Villa 3BR, 3BA.
Welcome to this Kaanapali Golf course 3 bedroom 3 bath bed and breakfast. Permit number BBWMT 2021/0003-159 Halelo. This beautiful Mediterranean home is conveniently located on hole number 5 of the Kaanapali Golf Course with a private pool, swim up bar, and ocean view. Recently renovated with many added amenities and features, please see in description below.

Westin Ka’anapali Ocean Resort Villas Studio
Located in Lahaina, The Westin Ka’anapali Ocean Resort Villas are located right on the beach. Lahaina Harbor and Kapalua Golf Club are minutes away as well as scuba, shopping and many other excursions. Along the boardwalk are two other Westin sister properties with guest access and restaurants with spectacular ocean seating.

Walk to Cove Beach Park from a Refined Villa
Prep meals in a chic kitchen with granite surfaces and white-washed hardwood floors. Dine at a live-edge table in a cozy corner nook amid nautical décor and modern touches. Unwind in a lounge chair on a sun-drenched patio before taking a swim.
Popular amenities for Wailea villa rentals
Private villa rentals

Ocean Views & Island Breezes in a Peaceful Escape

Luxury Living Surrounded by Sweeping Ocean Views

Ka'anapali Beach Club "Ocean View"

Kaanapali Beach Club "All Views"

Kaanapali Beach Club "Scenic View"

Kaanapali Beach Club "Scenic View"

Kaanapali Beach Club "Scenic View"

Platinum Remodel with Breathtaking Ocean Views!
Luxury villa rentals

Spectacular 3/3 Ocean view Villa with AC, pool

Chic Villa 2 | Modern Vibes by the Ocean

Ocean Front Cottage, 30 steps to the beach!

Kapalua Ridge 2821-22- Luxury FULL Ocean Views

Kapalua Ridge 1915- Platinum Ocean View Villa

Ocean View Villa at Villas by the Cove!

Modern 2 bedroom/2bath Villa near Beach!

Ocean Views & Luxury Interiors Beyond Compare
Villa rentals with a pool

Kapalua Ridge 412- Stunning Ocean and Island Views

Tranquil Luxury Villa with Endless Maui Views

Chic Villa 6 – Beach Vibes & Walkable Paradise!

Kapalua Ridge 2422. Luxurious remodeled townhouse!

Gorgeous Ocean Views and Expansive Lawn Retreat

Unparalleled Platinum Luxury Meets Ocean Views

Enjoy Ocean Views from a Stunning Platinum Villa

Kapalua Ridge 1623- Endless Ocean & Coastal Views
When is the best time to visit Wailea?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$491,519 GYD | G$522,893 GYD | G$508,252 GYD | G$542,554 GYD | G$398,444 GYD | G$544,227 GYD | G$441,949 GYD | G$441,949 GYD | G$386,523 GYD | G$314,782 GYD | G$452,616 GYD | G$391,542 GYD |
| Avg. temp | 16°C | 16°C | 16°C | 17°C | 18°C | 18°C | 19°C | 20°C | 19°C | 19°C | 18°C | 17°C |
Quick stats about villa rentals in Wailea

Total vacation rentals
Explore 40 vacation rentals in Wailea

Nightly prices starting at
Wailea vacation rentals start at G$62,747 GYD per night before taxes and fees

Verified guest reviews
Over 610 verified reviews to help you choose

Family-friendly vacation rentals
40 properties offer extra space & kid-friendly amenities

Vacation rentals with a pool
40 properties feature pools

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
40 of Wailea vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Wailea rentals

5 Average rating
Wailea stays are highly rated by guests—averaging 5 out of 5!
Destinations to explore
- Condo rentals Wailea
- Rentals with beach access Wailea
- Rentals with outdoor seating Wailea
- Rentals with an EV charger Wailea
- Rentals with a sauna Wailea
- Beachfront rentals Wailea
- Rentals with a hot tub Wailea
- Pet-friendly rentals Wailea
- Rentals with pools Wailea
- Cottage rentals Wailea
- Apartment rentals Wailea
- Rentals with a washer and dryer Wailea
- House rentals Wailea
- Rentals with a kayak Wailea
- Beach condo rentals Wailea
- Fitness-friendly rentals Wailea
- Serviced apartment rentals Wailea
- Luxury rentals Wailea
- Family-friendly rentals Wailea
- Hotel rooms Wailea
- Rentals with a patio Wailea
- Townhouse rentals Wailea
- Waterfront rentals Wailea
- Villa rentals Wailea
- Villa rentals Maui County
- Villa rentals Hawaii
- Villa rentals United States
- Maui
- Kaanapali Beach
- Kahului Beach
- Lahaina Beach
- Laie
- Honolua Bay
- Sandy Beach
- Kapalua Bay Beach
- Spreckelsville Beach
- Olowalu Beach
- Pahoa Beach
- Manele Golf Course
- Hāmoa Beach
- Maui Ocean Center
- Wailea Beach
- Kaipukaihina
- Puu Olai Beach
- Palauea Beach
- Changs Beach
- Wailau Valley
- Polo Beach
- Maui Golf & Sports Park
- Old Lahaina Luau
- Wailea Golf Club




